A night shift takes a different turn (LONG) [MF]

If you want to skip to the fap material, scroll down to the “~~~” part.
I used to manage a coffee shop that had many college students working seasonally through there.

One such college student was Jennifer. Jennifer was a bubbly, freshly 21-year old who was going to Berkeley and she was a cheerleader. She had the cheerleader pep with the pep in her step to come along with it. Jennifer had a gravity-defying bubble butt and perky B-cups that attracted many of the office-types.

One day, I find myself closing the store. I double-check the schedule to see which knuckle-heads I had the misfortune of mistreating this evening and come to find that Jennifer was actually closing this evening! I didn’t fully perk up because closing is still closing but it did help having some ass there to stare at. Eventually we get through all our closing tasks and I start walking to my car to call it a day. Jennifer runs up to me to ask for a ride home and I was too tired to say no, so I tell her to hop in.

She tells me of a club her and her friends frequent in Oakland, and I just politely nod and let her drone on about clubbing. My brain shut off after being at work for too long and I said, “uh huh,” one too many times because when I reach her place I am surprised when she asks me why I wasn’t coming in to pre-game before clubbing. I reluctantly agree to come in, I awkwardly say hi to her roommates, they start pouring out shots, and shortly they’re all tipsy and ready to go clubbing.

I reluctantly drive everyone to Oakland and when we get in we start dancing together. She changed into a hypnotizing short blue spaghetti-strapped dress that comes to about high thigh and it showed a good amount of cleavage. At one point in the evening her friends took her to a different part of the club and I go to take a piss. When I come out I see her grinding on another guy, so I take this opportunity to try to slink off and head to bed. I quickly text her that I’m dipping out, but she texts me back that she’ll meet me at the entrance.

I ask her, “What’s up? You seemed to enjoying yourself.”

Jennifer tells me that she wanted to just wanted to be with me. I shrug off her coming onto me, and I tell her that I wanted to go home, to which she said she can come with me.

~~~~~~~~~~~~FAP MATERIAL~~~~~~~~~~~~~~
We get back to my car and she does not miss a beat to jump into my lap to start making out with me. I told her, “This is wrong. I’m your boss. I cannot be doing this with you.”
She just presses her finger to my lips and tells me, “Stop thinking with this head and start thinking with this head,” as she presses firmly onto the tip of my dick.
She starts grinding onto my lap and she is starting to pull her dress up. I feel my dick to rise up and is poking the zipper of my pants.
I throw her to the back of my car and I start the engine of my car. I tell her I am taking her ass to the first hotel I see.

I see some motel on a corner and I pulled in. I pulled her ass out, we rush through check-in, and we immediately hop onto each other when we get into the room. I grab her legs and I have her in the air as we are eating each other’s faces off. I pin her to the wall which causes her to moan deeply into my ear. She stares seductively into my eyes and I hungrily stare back. Through our panting we instinctively both think to bring this to the bed. I toss her onto the bed and she mimes me to come over. I start ripping my clothes off as I strut over, leaving just my boxers on. I tell her, “Go to your knees and suck daddy off.”

She says,” Yes, sir.”

She slides my dick out of my boxers, she starts to slather it with her saliva. I just start groaning and rolling my head back. She then begins to play with the tip, working the base with one hand, and fondling my balls with the other. I start thrusting my hips into her mouth as I get lost in the moment. I tell her I was about to blow my load and she begs me to drench her in my cum. I flatly tell her no. I grab her shoulders and push her onto her back. I rip her panties off and slide her dress up, then begin eating her pussy out. She screams, “OH GOD YES!”

I suck her pussy lips which cause more moaning and then I bring my tongue to start flicking her clit. As I play with her clit I start fingering her pussy. I hear, “Oh god, this is the best! Just right there! Just like that! Mmm!”

I keep alternating between flicking her clit up and down and sucking her clit as I finger her until I feel her body tense up and clench the bed sheets. After she came into my hand, I stand up as I’m staring at her heaving and panting. I tell her, “This isn’t even half of what you deserve.”

I furiously thrust my dick into her aching pussy. She lets out a sharp “oh.” I start thrusting quickly into her telling her, “You naughty bitch. You like it like this don’t you?”

She says in exasperation, “I like you. I’m your naughty bitch.”

My expression just falls, but I’m already caught into a rhythm. I fall silent and just keep pumping my dick into her. I start thinking about the girl I started talking to a few weeks ago and well we have hit it off. In my drunken haze I feel my dick twitch and I blurt out, “I’m out to cum!”

She said, “Fill me up! Make me yours!”

I think to myself, “Nope!” I manage to stick it back into her mouth and say, “Drink it bitch!”

I hear a satisfied “ah,” after she swallows. I collapse onto the bed and go back to thinking if I wanted to spend more time with Jennifer or the other girl who I started talking to. She comes into the crux of my armpit and starts to look at me longingly. She asks me what I’m thinking about. I hastily exclaim, “Hey! Why am I the only one naked right now?!” So I start taking off her heels and she begins wiggling out of her dress. This is where her tits plop out of her dress, my dick starts to stir again. My thoughts become lost to me and I lose myself in another kiss I steal from her. I start playing with her tits which gets a low moan from her.

She squeaks out, “I love having my tits being played with.” So we’re just rolling over each other, my fingers are playing with her nipples and tits as she is just fondling and playing with my flaccid dick. I eventually get hard again, which piques her interest and causes her to exclaim, “Am I that hot to you?”

I quip back, “Hot enough.” I lock lips with her before she can quip back, making her only retort a slap on my chest.

She guides my dick back into her pussy. This time I pull away from the kiss and I pause playing with her tits to bring us off the bed and I carry her back to the wall. I hoist her legs onto my shoulders and I align my dick back into her pussy. She gives a sharp exclamation when I re-enter her pussy. I start thrusting and I grab her neck which causes her to roll her eyes back. I keep thrusting into her and I see that she is losing herself in the moment as she is moaning endlessly. I snap her back to reality by telling her not to come until I tell her. A few moments later I tell her I’m about to come. I bring her to the floor and I tell her to open her mouth. I dribble some cum onto her face. I fall in exhaustion to my knees and onto her chest. I go to the restroom to piss and I collect my resolve that I will be with Jennifer for only this night and this night alone.

I come back into the room with her on her phone on one side of the bed. I take her phone out of her hands and I tell her that she is mine tonight and that all her attention will be on me. I grab her chin and pull her into another long and deep sensual kiss. We break away and a loud smack can be heard, she gives a satisfying “ah.” She tells me this all she ever wanted after I hired her. I tell her to shut up and I roll her to her right-side, I lick my fingers to lube her pussy up for another round of pounding. I come down beside her I slowly slide my dick into her pussy. I see her clutch the bed sheets and grit her teeth. Her pussy is sore by now. I find a slow and easy rhythm while I suck her neck and play with her tit. I make her sing the siren’s song. She is moaning groaning out in beastial roars. I keep pumping until she says, “No more! I’m cumming again!”

I pull out and stick in her ass. She screams no! I feel that her ass was exceedingly tight. She starts simpering into her pillow and I ask, “What’s wrong?” She tells me, “I never done anal before. This is going to be my first. I don’t want you to judge me.” I smirk to myself and I tell her, “There is always a first for everyone. I guess your boss will be the first to fill up your boss.” This gets a moan of pleasure from her.

I slowly I come out of her ass, she starts belting out profuse curse words and moans in-between, as I feel her ass stretch. I slowly push myself back into her, with the same actions being repeated. She slowly became used to me filling her ass up. I ask her, “Is my naughty bitch ready to pick up the pace?” She stifles her chagrin and forces a measly, “mmhm,” to which I shrug and started to pump furiously into her ass. She just started womping and hollering, and I feel my dick stretching her ass with each thrust. The tightness of her ass was refreshing and she was trying to grind with her ass through the pain. The feeling of her supple skin rubbing not to mine was worth every thrust. I find the resolve to stammer out, “I’m cumming.” She tells me she feels something happening in her ass. I was spent and I allow our young naked bodies to collapse onto the bed. she assumes the small spoon position. She starts holding my hand and starts playing with the idea how we were going to hide our “relationship” from our co-workers and our empty-nothings. TO me she was another college floozy and I was actually thinking of the other girl and if I were to ever tell her about this. I tell Jennifer nothing of what is on my mind. I feel guilty that I gave her the impression this was going to be something. I just let her run her mouth and I clutch her young, naive naked body. She eventually talks herself to sleep while I lay there with my thoughts running.

I call our director in the morning saying that I have food poisoning and I tell Jennifer to call the supervisor on duty to call in as well. I take her out for breakfast. I tell her that I’m switching locations because it won’t be healthy to work around each other. She looks at her food and forlornly looks up at me then starts bawling into my eyes. I give an exasperated sigh, then take a big swig of my coffee. I tell her that it is not professional for us to be around each other after what happened. I told her that I know she needs this job. She stops her bawling, but kept sniveling. I also tell her as a manager this is something that we can not pursue further, which gets all but a favorable response. She starts screaming emotionally at me. I tell her to stop and let me finish, but she just keeps screaming at me. She even screams at me, “You used me as a cumsleeve! Don’t you have any common decency? What am I to you? What if I tell your boss what happened?” A hostess comes over at us giving me the check and to take it outside if we can’t be civil. I pay the check and I just drop her off at home. The car ride there was a steaming pile of silence and anger. I just ride off into the sunrise. I promptly give my two weeks and ask a meeting with the director. I tell her that I had spent an evening with a barista and the morning after turned sour. Our director told me she trusts me and she’ll be ready for whatever happened.

The girl I started talking to eventually did become my wife. I also did tell her about this evening. It was a strained conversation and it was an awkward week after that. However, we talked it out and we worked through it.

Source: reddit.com/r/gonewildstories/comments/j3lsph/a_night_shift_takes_a_different_turn_long_mf